6-K

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

Form 6-K

REPORT OF FOREIGN PRIVATE ISSUER PURSUANT TO RULE 13a-16 OR 15d-16 UNDER THE SECURITIES EXCHANGE ACT OF 1934

For the month of December 2021

Commission File Number: 001-31909

ASPEN INSURANCE HOLDINGS LIMITED

(Translation of registrant’s name into English)

141 Front Street

Hamilton HM 19

Bermuda

(Address of principal executive office)

Indicate by check mark whether the registrant files or will file annual reports under cover of Form 20-F or Form 40-F.

Form 20-F  ý Form 40-F  ¨

Indicate by check mark if the registrant is submitting the Form 6-K in paper as permitted by Regulation S-T Rule 101(b)(1): Yes ¨ No ý

Indicate by check mark if the registrant is submitting the Form 6-K in paper as permitted by Regulation S-T Rule 101(b)(7): Yes ¨ No ý

On December 3, 2021, Aspen Insurance Holdings Limited (“Aspen”) issued a press release announcing the appointment of Rob Houghton as Group Chief Operating Officer (COO). Rob will be based in London and join the Group Executive Committee.

The press release, furnished as Exhibit 99.1 to this Form 6-K, is incorporated by reference as part of this Form 6-K.

EXHIBIT INDEX

Exhibit

99.1        Press Release datedDecember 3, 2021.

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

Document

Exhibit 99.1

ASPEN APPOINTS GROUP CHIEF OPERATING OFFICER

3 December 2021

Bermuda – Aspen Insurance Holdings Limited (“Aspen”) is pleased to announce the appointment of Rob Houghton as Group Chief Operating Officer (COO). Rob will be based in London and join the Group Executive Committee.

Rob will take up the role on the 3rd of January, succeeding Mike Cain ahead of his announced departure from Aspen in early 2022. In his role, Rob will oversee Aspen’s group operations and IT strategy and work closely with the Chief People and Transformation Officer and business line leaders to help deliver on Aspen’s group-wide transformation program.

Rob joins from MS Amlin where he was Group COO and, more recently, MS Amlin Business Services CEO. He has over 20 years of operations, IT and transformation experience across a range of sectors, including strong insurance experience. Rob has lived and operated on a global basis with recent experience across North America and Europe.

Mark Cloutier, Executive Chairman and Group Chief Executive Officer, said: “We are delighted to have appointed Rob to succeed Mike as Group COO. In addition to strong expertise in managing operations and IT within the insurance sector, Rob has a proven track record in supporting and delivering change management projects, which will be highly relevant as we continue to drive positive, long-term, transformation at Aspen. At the same time, we’re pleased Mike is continuing with us until February to ensure a smooth handover. Mike has made a significant contribution to our business and been an invaluable source of advice and counsel, and we wish him the very best in his future endeavors.”

Rob Houghton commented: “Aspen is a highly regarded business undertaking an ambitious transformation and the opportunity to become part of their journey is a compelling one. I look forward to getting started and working closely with Mark and the team.”

-Ends-

For further information:

Media

Josh Brekenfeld

Corporate Development and Communications Director

Josh.brekenfeld@aspen.co

07884 664801

Cecile Locurto

Vice President, Group Communications

Cecile.locurto@aspen.co

914-352.2828

About Aspen Insurance Holdings Limited

Aspen provides reinsurance and insurance coverage to clients in various domestic and global markets through wholly-owned subsidiaries and offices in Australia, Bermuda, Canada, Singapore, Switzerland, the United Kingdom and the United States. For the year ended December 31, 2020, Aspen reported $13.2 billion in total assets, $7.2 billion in gross reserves, $3.0 billion in total shareholders’ equity and $3.7 billion in gross written premiums. Aspen's operating subsidiaries have been assigned a rating of “A-” by Standard & Poor’s Financial Services LLC and an “A” (“Excellent”) by A.M. Best Company Inc. For more information about Aspen, please visit www.aspen.co.

Cautionary Statement Regarding Forward-Looking Statements

This press release may contain written “forward-looking statements” within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are made pursuant to the “safe harbor” provisions of The Private Securities Litigation Reform Act of 1995. Forward-looking statements include all statements that do not relate solely to historical or current facts. In particular, statements using the words such as “expect,” “intend,” “plan,” “believe,” “aim,” “project,” “anticipate,” “seek,” “will,” “likely,” “assume,” “estimate,” “may,” “continue,” “guidance,” “objective,” “outlook,” “trends,” “future,” “could,” “would,” “should,” “target,” “predict,” “potential,” “on track” or their negatives or variations and similar terminology and words of similar import generally involve forward-looking statements.